Pyridine → 2,2,3,3,3-Pentafluoropropyl p-Toluenesulfonate

HRID 733287

反応式

HRID 733287 の反応式
[F:1][C:2]([F:9])([C:5]([F:8])([F:7])[F:6])[CH2:3][OH:4].N1C=CC=CC=1.[S:16](Cl)([C:19]1[CH:25]=[CH:24][C:22]([CH3:23])=[CH:21][CH:20]=1)(=[O:18])=[O:17].C([O-])([O-])=O.[K+].[K+]>C(Cl)(Cl)Cl>[S:16]([C:19]1[CH:25]=[CH:24][C:22]([CH3:23])=[CH:21][CH:20]=1)([O:4][CH2:3][C:2]([F:9])([F:1])[C:5]([F:8])([F:7])[F:6])(=[O:18])=[O:17]

参加物

6

反応物 4

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 98722,2,3,3,3-PentafluoropropanolHCID 11430Potassium Carbonate

生成物 1

HCID 27760172,2,3,3,3-Pentafluoropropyl p-Toluenesulfonate収率 84%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

To a solution of 2,2,3,3,3-pentafluoropropanol (5.0 mL, 50 mmol) and pyridine (8.1 mL, 100 mmol) in chloroform (100 mL), cooled at 0° C. and under argon, tosyl chloride (14.29 g, 75 mmol) was slowly added. The resulting mixture was allowed to warm up to room temperature and was stirred at this temperature overnight. Then, 10% aqueous K2CO3 solution was added and the mixture was vigorously stirred for 30 min. The layers were separated, and the organic layer was treated again with K2CO3. After that, it was washed with 2 N HCl, dried over Na2SO4 and the solvent was removed, yielding 12.72 g of the desired compound (84% yield).

後処理

  1. stirringthe mixture was vigorously stirred for 30 min
  2. customThe layers were separated
  3. additionthe organic layer was treated again with K2CO3
  4. washAfter that, it was washed with 2 N HCl
  5. dry with materialdried over Na2SO4
  6. customthe solvent was removed

出典と根拠

ORDレコード
ord-cca5ac87c6764be8ab6a7016fb72dc67
出典データセット
uspto-grants-2009_09
特許番号
US07589125B2

関連ノート

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